Metody syntezy siarkowych pochodnych zasad pirymidynowych

• Autorzy: Nowakowska Z. , Wyrzykiewicz E.

Warianty tytułu

EN

The methods of synthesis of thio substituted pyrimidine bases

• Języki publikacji: PL

Abstrakty

EN

Uracil thio-derivatives have become to play increasingly important roles in biology and medicine. Numerous sulphur-substituted pyrimidines have found applications as clinically useful drugs. Thiouracils have recently been the subject of considerable interest as they inhibit hyperthyroidism in man [1, 2], have been isolated from E. Coli tRNA [3], and inhibit virus [4] and bacterial growth [5] by causing alterations [6] in protein synthesis. Thiouracils are also of interest because of mutagenic [7], anticancer and antithyroid activity [8], kidney stone formation inhibition [9] and antidote properties for mercury poisoning . Two of them, 2-thiouracil and 6-propyl-2-thiouracil, exhibit marked affinities for melanin-producing tissue in vitro and a similar affinity in vivo, where they presumably act as false precursors for melanin [10, 11]. Boron-containing derivatives of thiouracils [12-14] containing a dihydroxyboryl (or 1-o-carboranylalkyl) group in the 5-position are very important because of their potential applications for BNCT. Human immunodeficiency virus type 1 (HIV-1) is the causative agent of acquired immunodeficiency syndrome (AIDS), which is one of the world's most serious health problems. Since the discovery of the acyclic 6-substituted uridine derivative 1-[(2-hydroxyethoxy0methyl]-6-(phenythio)-thymine (HEPT) as a novel lead for specific anti-HIV-1 agents [15], a number of HEPT analogs have been synthesized to increase its potency [16-18]. The studies of the structure-activity relationships of HEPT analogs indicated that replacement of the 2-oxo function with a thine function potentiated their anti-HIV-1 activity [16, 19, 20]. Therofore the synthesis of thio-substituted pyrimidine bases and their derivatives appears to be a challenge for organic chemists. The methods of preparation of these compounds have been reviewed.

Słowa kluczowe

PL

tiouracyl; synteza tiouracyli; uracyl; siarkowe analogi uracyli; zasady pirymidynowe; pierścień pirymidynowy

EN

uracil; thiouracil; pyrimidine bases; synthesis

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Wiadomości Chemiczne
• Rocznik: 1998
• Tom: [Z] 52, 5-6
• Strony: 449--466
• Opis fizyczny: schem., bibliogr. 199 poz.

Twórcy

autor

Nowakowska Z.

• Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

autor

Wyrzykiewicz E.

• Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

• Zakład Spektrometrii Masowej Związków Organicznych, Wydział Chemii, Uniwersytet im. A. Mickiewicz, ul. Grunwaldzka 6, 60-780 Poznań

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Opracowane ze środków MEiN, umowa nr SONP/SP/546092/2022 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2022-2023).